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Formaldehyde → Methyl 2-(N-methylenamino)-2-methylbutyrate

HRID 1600528
Notes
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Reaction equation

HRID 1600528 reaction equation
[NH2:1][C:2]([CH3:9])([CH2:7][CH3:8])[C:3]([O:5][CH3:6])=[O:4].[CH2:10]=O>CCOCC>[CH2:10]=[N:1][C:2]([CH3:9])([CH2:7][CH3:8])[C:3]([O:5][CH3:6])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 4715131Methyl 2-amino-2-methylbutanoate

Product 1

HCID 15456865Methyl 2-(N-methylenamino)-2-methylbutyrateYield 97.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To methyl 2-amino-2-methylbutyrate (2.62 g) was dropped at room temperature 37% formalin (2.27 g), and the mixture was stirred for 4 h. Then the reaction mixture was dissolved in ether and washed with water. The organic phase was dried over magnesium sulfate, filtered and evaporated to get the captioned compound (2.80 g).

Workup

  1. washwashed with water
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-68a473c1f9ff4ba9bb8af051b7713fc6
Source dataset
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05977025

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes